(E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone

Base Information

• Chemical Name: (E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone
• CAS No.: 154125-66-3
• Molecular Formula: C₂₈H₂₉NO₇
• Molecular Weight: 491.541
• Mol file: 154125-66-3.mol

Synonyms:(E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone

Chemical Property of (E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone

There total 3 articles about (E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

(E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucose oxime → (E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone (154125-66-3)

Guidance literature:

With N-chloro-succinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -40 ℃; for 0.5h;

DOI:10.1002/hlca.19930760811

Reference yield:

(E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucose oxime → (E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone (154125-66-3) + (Z)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone (154125-68-5)

Guidance literature:

With N-chloro-succinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -40 ℃; for 1h; Yield given;

DOI:10.1002/hlca.19930760811

Reference yield:

2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranose → (E)-2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-gluconhydroximo-1,5-lactone (154125-66-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂OH*HCl, Na / methanol / 3 h / 55 - 60 °C

2: 82 percent / 97 percent DBU, NCS / CH₂Cl₂ / 0.5 h / -40 °C

With N-chloro-succinimide; hydroxylamine hydrochloride; sodium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane;

DOI:10.1002/hlca.19930760811

Downstream raw materials:

(E)-<2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-D-glucopyranosylidene>amino methanesulfonate

methyl-2,3-bis-O-benzyl-4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside

(2R,4aR,8R,8aS)-8-(benzyloxy)-2-(4-methoxyphenyl)-4,4a,8,8a-tetrahydropyrano [3,2-d][1,3]dioxine

1,5-anhydro-2,3-di-O-benzyl-1-hydrazi-4,6-O-(4-methoxybenzylidene)-D-glucitol